Reaktion #81377

Reaktionsgleichung

4-formylphenol

1-bromooctane

potassium carbonate

→

desired compound

4-octyloxybenzaldehyde

Lösungsmittel

acetone

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas refluxed overnight
2. 2
   Sonstigethe reaction was quenched by the addition of 100 ml of water
3. 3
   ExtraktionThe desired compound was extracted from the reaction mixture
4. 4
   TrocknenThe resultant solution was dried over magnesium sulfate
5. 5
   Filtrationfiltered
6. 6
   Einengenconcentrated in vacuo
7. 7
   Sonstigeto provide a liquid which
8. 8
   Sonstigewas purified

Vorschrift

A solution containing 3.053 g (25 mmol) of 4-formylphenol, 6.48 ml (3705 mmol) of 1-bromooctane and 6.9 mg (50 mmol) of potassium carbonate in 100 ml of acetone was refluxed overnight. When the reaction was substantially complete, as indicated by thin layer chromatagraphy (TLC), the reaction was quenched by the addition of 100 ml of water. The desired compound was extracted from the reaction mixture using two 100 ml portions of diethyl ether. The resultant solution was dried over magnesium sulfate, filtered and then concentrated in vacuo to provide a liquid which was purified using HPLC (eluent of 10 ethyl acetate in hexane) to provide the desired compound.

Quelle